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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O6
Molecular Weight 286.2363
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KAEMPFEROL

SMILES

OC1=CC=C(C=C1)C2=C(O)C(=O)C3=C(O)C=C(O)C=C3O2

InChI

InChIKey=IYRMWMYZSQPJKC-UHFFFAOYSA-N
InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H

HIDE SMILES / InChI

Molecular Formula C15H10O6
Molecular Weight 286.2363
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Kaempferol (3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) is a flavonoid found in many edible plants (e.g. tea, broccoli, cabbage, kale, beans, endive, leek, tomato, strawberries and grapes) and in plants or botanical products commonly used in traditional medicine (e.g. Ginkgo biloba, Tilia spp, Equisetum spp, Moringa oleifera, Sophora japonica and propolis). Numerous preclinical studies have shown that kaempferol and some glycosides of kaempferol have a wide range of pharmacological activities, including antioxidant, anti-inflammatory, antimicrobial, anticancer, cardioprotective, neuroprotective, antidiabetic, anti-osteoporotic, estrogenic/antiestrogenic, anxiolytic, analgesic and antiallergic activities.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.46 mg/L
250 mg/kg single, oral
dose: 250 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
3.84 mg/L
25 mg/kg single, intravenous
dose: 25 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
1.43 μg/mL
6 mg/kg single, oral
dose: 6 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1.51 mg × h/L
250 mg/kg single, oral
dose: 250 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
7.17 mg × h/L
25 mg/kg single, intravenous
dose: 25 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
17.72 mg × h/L
6 mg/kg single, oral
dose: 6 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
3.47 h
250 mg/kg single, oral
dose: 250 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
3.45 h
25 mg/kg single, intravenous
dose: 25 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
5.11 h
6 mg/kg single, oral
dose: 6 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
KAEMPFEROL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.
2000 Jul-Aug
Inhibitory activity of flavonoids and tannins against HIV-1 protease.
2000 Sep
Prolyl endopeptidase inhibitors from the underground part of Rhodiola sachalinensis.
2001 Apr
Dietary polyunsaturated fatty acid and antioxidant modulation of vascular dysfunction in the spontaneously hypertensive rat.
2001 Aug
Four new isoflavone triglycosides from Sophora japonica.
2001 Aug
Effect of processing and storage on the antioxidant ellagic acid derivatives and flavonoids of red raspberry (Rubus idaeus) jams.
2001 Aug
Cytotoxicity and lipid peroxidation-inhibiting activity of flavonoids.
2001 Aug
The use of a high-volume screening procedure to assess the effects of dietary flavonoids on human cyp1a1 expression.
2001 Aug
Ethyl m-digallate from red maple, Acer rubrum L., as the major resistance factor to forest tent caterpillar, Malacosoma disstria Hbn.
2001 Dec
Preferential induction of a 9-lipoxygenase by salt in salt-tolerant cells of Citrus sinensis L. Osbeck.
2001 Feb
Flavonoids as peroxynitrite scavengers: the role of the hydroxyl groups.
2001 Feb
Constituents and the antitumor principle of Allium victorialis var. platyphyllum.
2001 Feb
Activity of plant flavonoids against antibiotic-resistant bacteria.
2001 Feb
Separation of kaempferols in Impatients balsamina flowers by capillary electrophoresis with electrochemical detection.
2001 Feb 16
The neuroprotective effects of phytoestrogens on amyloid beta protein-induced toxicity are mediated by abrogating the activation of caspase cascade in rat cortical neurons.
2001 Feb 16
[Polyphenol compounds from Hamamelis virginiana L].
2001 Jan
Antibacterial action of tryptanthrin and kaempferol, isolated from the indigo plant (Polygonum tinctorium Lour.), against Helicobacter pylori-infected Mongolian gerbils.
2001 Jan
Flavonoids and free phenolic acids from Phytolacca americana L. leaves.
2001 Jan-Feb
Specific flavonoids induced nod gene expression and pre-activated nod genes of Rhizobium leguminosarum increased pea (Pisum sativum L.) and lentil (Lens culinaris L.) nodulation in controlled growth chamber environments.
2001 Jul
Flavonol content varies among black currant cultivars.
2001 Jul
Isolation and antioxidant activity of galloyl flavonol glycosides from the seashore plant, Pemphis acidula.
2001 Jun
Flavonol glycosides from Mentha lavandulacea.
2001 Jun
Flavonoids from Aconitum napellus subsp. neomontanum.
2001 Jun
Flavonoid characters contributing to the taxonomic revision of the Hebe parviflora complex.
2001 Mar
Simultaneous determination of quercetin, kaempferol and (E)-cinnamic acid in vegetative organs of Schisandra chinensis Baill. by HPLC.
2001 Mar
Flavonoid compounds in the flowers of Kitaibelia vitifolia Willd. (Malvaceae).
2001 Mar-Apr
A novel acetylated 3-deoxyanthocyanidin laminaribioside from the fern Blechnum novae-zelandiae.
2001 Mar-Apr
Flavonoids and urate antioxidant interplay in plasma oxidative stress.
2001 May
Role of lipophilicity and hydrogen peroxide formation in the cytotoxicity of flavonols.
2001 May
Kaempferol acetylrhamnosides from the rhizome of Dryopteris crassirhizoma and their inhibitory effects on three different activities of human immunodeficiency virus-1 reverse transcriptase.
2001 May
Antiprotozoal activity of the constituents of Conyza filaginoides.
2001 May
Two new glycosides from Astragalus caprinus.
2001 May
Modulation of multidrug resistance protein 1 (MRP1/ABCC1) transport and atpase activities by interaction with dietary flavonoids.
2001 May
Effects of structurally related flavonoids on cell cycle progression of human melanoma cells: regulation of cyclin-dependent kinases CDK2 and CDK1.
2001 May 15
Kaempferol and its glycosides in the seeds hair of Asclepias syriaca L.
2001 May-Jun
In vitro anti-inflammatory effects of quercetin 3-O-methyl ether and other constituents from Rhamnus species.
2001 Nov
Phytochemical and pharmacological analysis of Bauhinia microstachya (Raddi) Macbr. (Leguminosae).
2001 Nov-Dec
Antioxidative components from the aerial parts of Lactuca scariola L.
2001 Oct
Effect of plant growth temperature on antioxidant capacity in strawberry.
2001 Oct
Antipruritic and antidermatitic effect of extract and compounds of Impatiens balsamina L. in atopic dermatitis model NC mice.
2001 Sep
Antimicrobial activity of Argentine plants used in the treatment of infectious diseases. Isolation of active compounds from Sebastiania brasiliensis.
2001 Sep
Flavonoids protect neurons from oxidized low-density-lipoprotein-induced apoptosis involving c-Jun N-terminal kinase (JNK), c-Jun and caspase-3.
2001 Sep 15
Flavonoids and UV photoprotection in Arabidopsis mutants.
2001 Sep-Oct
Antioxidative phenolic compounds isolated from almond skins (Prunus amygdalus Batsch).
2002 Apr 10
Phenolic compounds and antioxidant capacity of Georgia-grown blueberries and blackberries.
2002 Apr 10
Oxidation of the flavonoids galangin and kaempferide by human liver microsomes and CYP1A1, CYP1A2, and CYP2C9.
2002 Feb
A pharmacophore for human pregnane X receptor ligands.
2002 Jan
Isolation and characterization of stelladerol, a new antioxidant naphthalene glycoside, and other antioxidant glycosides from edible daylily (hemerocallis) flowers.
2002 Jan 2
Hepatoprotective principles from the flowers of Tilia argentea (linden): structure requirements of tiliroside and mechanisms of action.
2002 Mar
Structure-activity relationships for inhibition of human 5alpha-reductases by polyphenols.
2002 Mar 15
Patents

Sample Use Guides

humans: orally as a component of plant (e.g. Elaeagnus Angustifolia or Ginkgo Biloba) extracts. mice: 100 mg/kg/d, p. o. for 6 weeks. rats: 20 mg/kg; i.p. daily for a period of 28 days.
Route of Administration: Other
50 μM of kaempferol specifically inhibited the cell viability by approximately 40% in Miapaca-2 cells, 15% in Panc-1 cells, and 10% in SNU-213 cells
Substance Class Chemical
Created
by admin
on Thu Jul 06 00:51:46 UTC 2023
Edited
by admin
on Thu Jul 06 00:51:46 UTC 2023
Record UNII
731P2LE49E
Record Status Validated (UNII)
Record Version
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Name Type Language
KAEMPFEROL
HSDB   INCI   MI   USP-RS  
INCI  
Official Name English
CI 75640
Common Name English
KAEMPFEROL [INCI]
Common Name English
KAEMPFEROL [IARC]
Common Name English
SWARTZIOL
Common Name English
NIMBECETIN
Common Name English
NSC-656277
Code English
3'-DEOXYQUERCETIN
Common Name English
3,4',5,7-TETRAHYDROXYFLAVONE
Systematic Name English
KAEMPFEROL (CONSTITUENT OF GINKGO) [DSC]
Common Name English
PELARGIDENON
Common Name English
KAEMPHEROL
Common Name English
PELARGIDENOLON 1497
Brand Name English
RHAMNOLUTEIN
Common Name English
4H-1-BENZOPYRAN-4-ONE, 3,5,7-TRIHYDROXY-2-(4-HYDROXYPHENYL)-
Systematic Name English
3,5,7-TRIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
Systematic Name English
5,7,4'-TRIHYDROXYFLAVONOL
Systematic Name English
POPULNETIN
Common Name English
FLAVONE, 3,4',5,7-TETRAHYDROXY-
Systematic Name English
KAMPCETIN
Common Name English
ROBIGENIN
Common Name English
C.I. 75640
Common Name English
KAEMPFEROL [USP-RS]
Common Name English
KAEMPFEROL [HSDB]
Common Name English
KAEMPFEROL [MI]
Common Name English
INDIGO YELLOW
Common Name English
NSC-407289
Code English
TRIFOLITIN
Common Name English
Classification Tree Code System Code
DSLD 1221 (Number of products:6)
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
Code System Code Type Description
WIKIPEDIA
KAEMPFEROL
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID7020768
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
NCI_THESAURUS
C68457
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
FDA UNII
731P2LE49E
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
CHEBI
28499
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
NSC
656277
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
PUBCHEM
5280863
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
HSDB
7703
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-287-6
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
DRUG BANK
DB01852
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
NSC
407289
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
CHEBI
58573
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
MERCK INDEX
M6592
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY Merck Index
CAS
520-18-3
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
RS_ITEM_NUM
1354900
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
MESH
C006552
Created by admin on Thu Jul 06 00:51:46 UTC 2023 , Edited by admin on Thu Jul 06 00:51:46 UTC 2023
PRIMARY
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The compound was screened for it's antioxidant capacity in the DPPH assay, and displayed a high antioxidant activity, with an IC50 value of 89.7 uM.
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